Find 5 Star Hotels in Windermere, FL from ￥9,449

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Check availability on Windermere 5 Star Hotels

Tonight
Aug 31 - Sep 1
Tomorrow
Sep 1 - Sep 2
Next weekend
Sep 5 - Sep 7
In two weeks
Sep 12 - Sep 14

Compare Windermere 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Our top choices for Windermere 5-star hotels

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Exterior

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

5.0 star property
9.2 out of 10, Wonderful, (332)
"Very excellent and not so expensive hotel."
The price is ￥38,704
￥51,813 total
includes taxes & fees
Sep 13 - Sep 14
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Conrad Orlando at Evermore
Outdoor pool, cabanas (surcharge), pool umbrellas

Conrad Orlando at Evermore

5.0 star property
9.6 out of 10, Exceptional, (274)
"Great place to stay with the family."
The price is ￥63,376
￥78,651 total
includes taxes & fees
Sep 28 - Sep 29
Conrad Orlando at Evermore
The Ritz-Carlton Orlando, Grande Lakes
View from property

The Ritz-Carlton Orlando, Grande Lakes

5.0 star property
9.2 out of 10, Wonderful, (1006)
"Excellent place to stay"
The price is ￥55,291
￥71,300 total
includes taxes & fees
Sep 14 - Sep 15
The Ritz-Carlton Orlando, Grande Lakes
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
3 outdoor pools, cabanas (surcharge), pool umbrellas

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

5.0 star property
9.6 out of 10, Exceptional, (867)
"Amazing property & spa experience ❤️"
The price is ￥131,610
￥156,333 total
includes taxes & fees
Sep 1 - Sep 2
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
ette hotel
Outdoor pool, open 9:00 AM to 6:00 PM, free cabanas, pool umbrellas

ette hotel

5.0 star property
9.8 out of 10, Exceptional, (330)
"Wonderful staff and beautiful rooms"
The price is ￥45,858
￥52,049 total
includes taxes & fees
Sep 1 - Sep 2
ette hotel
Reunion Resort & Golf Club
Water park

Reunion Resort & Golf Club

5.0 star property
8.8 out of 10, Excellent, (1384)
"The best hotel "
Reunion Resort & Golf Club
Encore Resort and Water Park at Reunion by Rentyl
Outdoor pool, a heated pool, cabanas (surcharge), pool umbrellas

Encore Resort and Water Park at Reunion by Rentyl

5.0 star property
8.4 out of 10, Very Good, (1009)
"We loved everything about this resort and intend on returning annually!"
The price is ￥42,871
￥112,080 total
includes taxes & fees
Sep 7 - Sep 8
Encore Resort and Water Park at Reunion by Rentyl
Stunning 4Bd With Pool At Storey Lake Resort 4821
Golf

Stunning 4Bd With Pool At Storey Lake Resort 4821

5.0 star property
8.0 out of 10, Very Good, (2)
Stunning 4Bd With Pool At Storey Lake Resort 4821
Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629
Exclusive House | Private pool

Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629

5.0 star property
8.8 out of 10, Excellent, (3)
"Nice "
Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629
Gorgeous 4 Bedroom w/ Pool Close to Disney 4836
Townhome, 4 Bedrooms | Private pool

Gorgeous 4 Bedroom w/ Pool Close to Disney 4836

5.0 star property
9.4 out of 10, Exceptional, (11)
"Super clean and confortable. "
Gorgeous 4 Bedroom w/ Pool Close to Disney 4836
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131
2 outdoor pools, free cabanas, pool umbrellas

Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131

5.0 star property
10.0 out of 10, Exceptional, (3)
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131
Fantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887
Water park

Fantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887

5.0 star property
9.4 out of 10, Exceptional, (3)
"House was really good..but thermostat wasn't working at all..some part carpet was wet all time"
Fantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887
The Bear's Den Resort Orlando
Front of property

The Bear's Den Resort Orlando

5.0 star property
8.0 out of 10, Very Good, (22)
"Great place , I recommend it to everyone."
The Bear's Den Resort Orlando
Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills
Exclusive House | Private kitchen | Full-size fridge, microwave, oven, stovetop

Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills

5.0 star property
9.6 out of 10, Exceptional, (5)
"The unique rooms were a hit with our children."
Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills
Luxurious 5Bd Single Family w Pool&Jacuzzi @Encore Resort 7432
House | Living room | 60-inch Smart TV with cable channels, fireplace, Netflix

Luxurious 5Bd Single Family w Pool&Jacuzzi @Encore Resort 7432

5.0 star property
8.8 out of 10, Excellent, (3)
"There were lots of restaurants and fast food places to choose from just down the street. The beds were comfortable and the AC worked great. "
Luxurious 5Bd Single Family w Pool&Jacuzzi @Encore Resort 7432
Stunning 5Bd w/ Pool @ Windsor Island Resort 3814
Outdoor pool, sun loungers, lifeguards on site

Stunning 5Bd w/ Pool @ Windsor Island Resort 3814

5.0 star property
8.8 out of 10, Excellent, (6)
"Great resort with a beautiful house, big clean, the best part was the resort very nice for families and couples, will be back"
Stunning 5Bd w/ Pool @ Windsor Island Resort 3814
Gorgeous 2 Bedroom Apartment Close to Disney 305 3191
Aerial view

Gorgeous 2 Bedroom Apartment Close to Disney 305 3191

5.0 star property
9.0 out of 10, Wonderful, (6)
"Great location, beautiful spacious apartment, comfortable beds/space. It was well appointed with kitchen items, bathroom, and laundry. The apartment floors were a little dirty and there really needed to be a fan in the 2nd bedroom. It was pretty stuffy in there with the thermometer limited to 72 at night. The AC unit was a little loud but cooled well. Unfortunately, the pool was too packed to enjoy, and the gym that didn't open until 9am was also packed. The gym was well appointed, and there...
Gorgeous 2 Bedroom Apartment Close to Disney 305 3191
Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653
Water park

Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653

5.0 star property
10.0 out of 10, Exceptional, (3)
"Everything was excellent. I like the property was really cozy and nice. The only thing I didn’t like was that more concerned about when you leaving?"
Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653
Amazing 4Bd Screened Pool Close to Disney 4572
Exclusive House | 4 bedrooms, in-room safe, individually decorated, individually furnished

Amazing 4Bd Screened Pool Close to Disney 4572

5.0 star property
9.4 out of 10, Exceptional, (3)
"The dryer didnt work and No Highchair , also never received my tickets to Water park with Lazy pool ticket. Other than that My Family enjoyed Everything. Pool is a Plus "
Amazing 4Bd Screened Pool Close to Disney 4572
Reunion Resort & Golf Club
10 outdoor pools, pool umbrellas, sun loungers

Reunion Resort & Golf Club

5.0 star property
8.8 out of 10, Excellent, (12)
"Enjoy the accommodations view was wonderful and close to everything"
Reunion Resort & Golf Club
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Windermere.
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

5780 Major Blvd, Orlando, FL
The price is ￥13,624 per night from Sep 10 to Sep 11
￥13,624
￥15,326 total
Sep 10 - Sep 11
includes taxes & fees
8.2/10 Very Good! (6,587 reviews)
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Frequently asked questions

What are the best 5-star hotels in Windermere?
If you're seeking a 5-star experience, Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort offers one of the best of them according to Expedia traveler reviews. Stay at this Windermere getaway and get ready for first-rate service, well-appointed guest rooms and top-of-the-line amenities.
How much does it cost to stay in a 5-star hotel in Windermere?
How much you pay for a 5-star hotel in Windermere can vary based on what time of year you travel and how long you plan to be away, among several factors. Take advantage of our price per night filter and other search tools to find the best deal on a luxurious getaway.

  • Search for the lowest price per night from ￥9,449

What makes a hotel 5 stars in Windermere?
From gourmet dining venues and 24-hour fitness centers to pools and luxury bedding, the 5-star experience in Windermere is all about comfort and luxury. But it takes more than just upscale amenities to earn a 5-star rating. Hotels must also deliver remarkable guest services like beauty treatments, on-site dry cleaning and laundry and a nightly turn-down service.